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Vacation rentals in Bennington County
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Top-rated vacation rentals in Bennington County
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Popular amenities for Bennington County vacation rentals
Other great vacation rentals in Bennington County
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Guest favorite
Guest suite in Dorset
4.89 out of 5 average rating, 148 reviewsGuest Suite in historic 1804 tavern, w/ Breakfast.
![](https://a0.muscache.com/im/pictures/miso/Hosting-18625782/original/29e219b7-799c-48cc-8820-4c3f2c6e58fa.png?im_w=720)
Guest favorite
Tiny home in Jamaica
4.89 out of 5 average rating, 350 reviewsForest Cabin-Swim-Views-Fire Pit-7 min to Stratton
![](https://a0.muscache.com/im/pictures/miso/Hosting-593392006411754641/original/91eeba38-ab5e-42bc-bc40-bd02b6911b8e.jpeg?im_w=720)
Guest favorite
Home in Shaftsbury
4.92 out of 5 average rating, 109 reviewsCheerful 1 bedroom cottage
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Guest favorite
Cottage in Shaftsbury
4.99 out of 5 average rating, 610 reviewsVermont Schoolhouse Farm Cottage - Sauna + Hot Tub
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Guest favorite
Home in Sunderland
4.97 out of 5 average rating, 217 reviewsMOUNTAIN NEST, views, Manchester, hot tub,
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Guest favorite
Cabin in Shaftsbury
4.99 out of 5 average rating, 210 reviewsThe Hygge Loft- mid-mod cabin on 70 forested acres
![](https://a0.muscache.com/im/pictures/miso/Hosting-30283141/original/7d4303ff-f407-430e-bac0-b581ec9f32f3.jpeg?im_w=720)
Guest favorite
Home in Bennington
4.99 out of 5 average rating, 282 reviewsSouthern Vermont Home
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Guest favorite
Rental unit in Dover
4.98 out of 5 average rating, 47 reviewsWalk to main lift! The Handle Studio @ Mt. Snow!
Destinations to explore
- Bed and breakfasts Bennington County
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